Bis(2-oxo-3-oxazolidinyl)phosphinic chloride → 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-hydroxymethyl-1H-pyrazole-3-carboxylic acid [4-(3-oxo-morpholin-4-yl)-phenyl]-amide

HRID 604432

反応式

HRID 604432 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11][N:10]=[C:9]([CH2:12][N:13]3[C:17]([CH2:18][OH:19])=[CH:16][C:15]([C:20]([OH:22])=O)=[N:14]3)[CH:8]=2)=[CH:4][CH:3]=1.[NH2:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][C:31]2=[O:36])=[CH:26][CH:25]=1.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1>C(Cl)Cl.CCN(CC)CC>[O:36]=[C:31]1[CH2:32][O:33][CH2:34][CH2:35][N:30]1[C:27]1[CH:26]=[CH:25][C:24]([NH:23][C:20]([C:15]2[CH:16]=[C:17]([CH2:18][OH:19])[N:13]([CH2:12][C:9]3[CH:8]=[C:7]([C:5]4[S:6][C:2]([Cl:1])=[CH:3][CH:4]=4)[O:11][N:10]=3)[N:14]=2)=[O:22])=[CH:29][CH:28]=1

参加物

6

反応物 3

HCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 111948544-(4-Aminophenyl)morpholin-3-oneHCID 602079621-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-hydroxymethyl-1H-pyrazole-3-carboxylic acid

生成物 1

HCID 99581051-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-hydroxymethyl-1H-pyrazole-3-carboxylic acid [4-(3-oxo-morpholin-4-yl)-phenyl]-amide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To 100 mg 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-hydroxymethyl-1H-pyrazole-3-carboxylic acid in 2 ml DCM and 0.1 ml NEt3, 67 mg 4-(4-Amino-phenyl)-morpholin-3-one and 74 mg BOP-Cl were added at RT and the mixture was stirred for 16 h. The mixture was concentrated under reduced pressure and triturated in a mixture of water/DMF. The precipitate was collected by filtration and washed with water containing 0.5% TFA. The product was obtained as a white solid which was dried under reduced pressure.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customtriturated in a mixture of water/DMF
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water containing 0.5% TFA
  5. customThe product was obtained as a white solid which
  6. customwas dried under reduced pressure

出典と根拠

ORDレコード
ord-da1e573d2dda4e83aa217444840a732e
出典データセット
uspto-grants-2011_03
特許番号
US07910606B2

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